2025 Winter Entry-level Jobs

Winter 25-26 - Counter Server

Winter 2026 EMT Academy #52

Winter Guest Service Agent

Winter Server Assistant

Winter Host

Winter Timber Room Server

Winter Bartender

Winter Bellperson

Winter Barista

Winter In Room Dining Server

Winter Black Iron Kitchen + Bar Server

Winter Base First Aid Technician - New Hire

Winter Camp Director

Host- Winter Season

Bartender - Winter Season

Server- Winter Season

Host - Winter Season

Barista - Winter Season

Cook-Winterpock Road

Cashier-Winterpock Road

Assurance Associate - Winter 2026

Audit Staff Winter 2027

Associate Audit Winter 2027

Associate Audit Winter 2026

Associate Tax Winter 2026

Sous Chef - Winter 25-26

Warehouse Associate - Winter 25-26

Restaurant Caretaker - Winter 25-26

Tune Technician - Winter 25-26

Lift Attendant - Winter 25-26

Boot Fitter - Winter 25-26

Banquet Server- Winter Season

Cafe Attendant- Winter Season

Server Assistant - Winter Season

Restaurant Manager - Winter 25-26

Ski Instructor - Winter 25-26

PM Server - Winter Season

Food Runner - Winter Season

Rental Technician - Winter 25-26

Cook III - Winter 25-26

Cook I - Winter 25-26

General Manager- Winterpock Rd

Shift Leader-Winterpock Road

Catering Specialist-Winterpock Road

Core Tax Associate - Winter 2026 (Cleveland or Akron)

Core Tax Associate - Winter 2026 (Stamford)

Core Tax Associate - Winter 2026 (St. Louis)

Medical Assistant II, Winter's Run, $2500 Sign on Bonus

Reception Host & Driver (Winter Only, PT)

Reception Host & Driver (Winter Only, FT)

Host - Element 47 - Winter

Recreation Service Attendant - Winter 25-26

Guest Service Representative - Winter 25-26

Mover – Flexible Schedule | Winter Park, FL

Concierge - Limelight Aspen - Winter

General Manager(03163) - Winter Spring, FL

Retail Sales Associate - Winter 25-26

Delivery Driver(03831) - Winter Garden, FL

Guest Safety Host - Winter 25-26

Registered Nurse (RN), Winter Nurse Grad, Emergency Department

Chef de Cuisine - Winter 25-26

Full Service Busser - Winter 25-26

Restaurant Assistant Manager - Winter 25-26

Race Crew Attendant - Winter 25-26

ROUNDING MA PT WINTERPARK/WINTER GARDEN/OVEIDO/CLERMONT/KISSIMMEE

Courier Driver – Delivery | Winter Garden, FL

Courier Driver – Delivery | Winter Haven, FL

Mover – Flexible Schedule | Winter Garden, FL

Mover – Flexible Schedule | Winter Haven, FL

Mover – Flexible Schedule | Winter Springs, FL

Bookkeeper & Tax Preparer - Winter Garden, FL

Mover – Flexible Schedule | Winters, CA

Assistant General Manager-Winterpock Road

Assurance Associate - Fall 2026/Winter 2027

Assurance Associate (Fall 2027/Winter 2028)

Assurance Associate - Fall 2026/ Winter 2027

Debris & Cleanup Specialist – Hauler | Winter Park, FL

Boot Packer - Aspen Highlands - WINTER 25-26

Level 1 Assistant Manager - Winter Garden, FL

Appliance Delivery Specialist – Mover | Winter Park, FL

Furniture Delivery Driver – Mover | Winter Park, FL

Highlands/Buttermilk Shuttle Driver - Winter 25-26

CDL Shuttle Driver - Snowmass - Winter 25-26

Store Associate - Aspen Collection - Winter 25-26

Expediter - Aspen Mountain Club - Winter

Cook III - Limelight Snowmass - Winter

Customer Service Rep(03831) - Winter Garden, FL

In Room Dining Server - Winter Season

Cook III - Limelight Aspen - Winter

Breakfast Cook - Limelight Snowmass - Winter

Room Attendant - Limelight Snowmass - Winter

Cook III - Ajax Tavern - Winter

Cook II - Ajax Tavern - Winter

Cook I - Element 47 - Winter

Cook II - Element 47 - Winter

Cook III - Element 47 - Winter

Cook 1 - Cloud Nine - Winter 25-26

Debris & Cleanup Specialist – Hauler | Winter Springs, FL